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鼠伤寒沙门氏菌细胞壁脂多糖的结构。IV. L-鼠李糖残基的异头构型及其分类学意义。

Structure of cell wall lipopolysaccharide from Salmonella typhimurium. IV. Anomeric configuration of L-rhamnose residues and its taxonomic implications.

作者信息

Kita H, Nikaido H

出版信息

J Bacteriol. 1973 Feb;113(2):672-9. doi: 10.1128/jb.113.2.672-679.1973.

Abstract

A major portion of cell wall lipopolysaccharide from group A, group B, or group D(1)Salmonella corresponds to a linear polysaccharide chain, which consists of alpha-d-galactosyl-(1 --> 2)-alpha-d-mannosyl-(1 --> 4)-l-rhamnosyl-(1 --> 3)-repeating units, and has short branches of single 3,6-dideoxyhexose residues. The groups differ in the configuration of the 3,6-dideoxyhexose present. Furthermore, it has been claimed that the anomeric configuration of the rhamnosyl residues is beta-l in group B, in contrast to the alpha-l configuration found in groups A and D(1). In this study, oligosaccharides containing more than one repeating unit were isolated from a lipopolysaccharide of a group B Salmonella, and the anomeric configuration of the rhamnosyl residues was determined by the comparison of optical rotatory powers of these oligosaccharides with that of the repeating unit trisaccharide. The results established the configuration of rhamnose as alpha-l, in contrast to the beta-l configuration suggested in the literature. Since rhamnosyl linkages in lipopolysaccharide of a group D(1)Salmonella are hydrolyzed in acid at exactly the same rate as are those in group B Salmonella, the configuration of rhamnose residues in groups D(1) lipopolysaccharide is also likely to be alpha-l. These results indicate that lipopolysaccharides of Salmonella groups A, B, and D(1) share an identical main chain polysaccharide and differ essentially only in the configuration of 3,6-dideoxyhexose branches; they thus suggest close evolutionary relationship between these three serogroups of Salmonella.

摘要

A群、B群或D(1)群沙门氏菌细胞壁脂多糖的主要部分对应于一条线性多糖链,该链由α-D-半乳糖基-(1→2)-α-D-甘露糖基-(1→4)-L-鼠李糖基-(1→3)-重复单元组成,并具有单个3,6-二脱氧己糖残基的短分支。不同菌群中存在的3,6-二脱氧己糖的构型不同。此外,有人声称,与A群和D(1)群中发现的α-L构型相反,B群中鼠李糖基残基的异头构型是β-L。在本研究中,从B群沙门氏菌的脂多糖中分离出含有多个重复单元的寡糖,并通过比较这些寡糖与重复单元三糖的旋光能力来确定鼠李糖基残基的异头构型。结果确定鼠李糖的构型为α-L,这与文献中提出的β-L构型相反。由于D(1)群沙门氏菌脂多糖中的鼠李糖基键在酸中的水解速率与B群沙门氏菌中的完全相同,因此D(1)群脂多糖中鼠李糖残基的构型也可能是α-L。这些结果表明,A群、B群和D(1)群沙门氏菌的脂多糖共享相同的主链多糖,本质上仅在3,6-二脱氧己糖分支的构型上有所不同;因此,它们表明这三个沙门氏菌血清群之间存在密切的进化关系。

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本文引用的文献

1
THE ENZYMATIC SYNTHESIS OF CYTIDINE DIPHOSPHATE TYVELOSE.胞苷二磷酸泰威糖的酶促合成
Proc Natl Acad Sci U S A. 1965 Apr;53(4):803-6. doi: 10.1073/pnas.53.4.803.
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Methyl and phenyl glycosides of the common sugars.常见糖类的甲基糖苷和苯基糖苷。
Adv Carbohydr Chem. 1957;12:157-87. doi: 10.1016/s0096-5332(08)60208-8.
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A reinvestigation of the anomeric configuration of mannose in the antigens of Salmonella groups B, D and E.
Eur J Biochem. 1971 Jun 11;20(3):438-41. doi: 10.1111/j.1432-1033.1971.tb01411.x.

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